2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene
O-(Mesitylsulfonyl)Hydroxylamine
CAS: 36016-40-7
Molecular Formula: C9H13NO3S
2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene - Names and Identifiers
2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene - Physico-chemical Properties
| Molecular Formula | C9H13NO3S |
| Molar Mass | 215.27 |
| Density | 1.240 |
| Melting Point | 93-94 °C |
| Boling Point | 350.6±52.0 °C(Predicted) |
| Flash Point | 184.2°C |
| Solubility | DMSO (Slightly) |
| Vapor Presure | 1.75E-06mmHg at 25°C |
| Appearance | Oil |
| Color | Pale Yellow to Pale Beige |
| pKa | -4.59±0.70(Predicted) |
| Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| Stability | Do not dry. Will explode. Explosive. |
| Refractive Index | 1.556 |
2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene - Reference Information
| Introduction | 2-[(aminooxy) sulfonyl]-1,3, 5-trimethylbenzene is also called O-(pod sulfonyl) Hydroxylamine (MSH) is an ammonifying reagent. Energetic compounds are widely used in explosives, pyrotechnics, and propellants. At present, nitro groups are often introduced into the energetic compound to increase energy N-O a way of binding, but the sensitivity also increases with the increase of energy. Therefore, the introduction of amino groups in the molecular structure to form hydrogen bonds with nitro or oxygen atoms in the molecule, can effectively reduce the sensitivity of energetic compounds and increase the stability of the molecule, forming a kind of 1,3, 5-triamino-2, 4, 6-trinitrobenzene (TATB) comparable to the insensitive explosive. |
| prepare | a, stir 19kg of ethyl acetate and 29kg of hydroxylamine hydrochloride in -5 ℃ 10L ether solvent for 30min to obtain to the reaction solution; Then 89.5kg of potassium carbonate is prepared into a solution with distilled water with a concentration of 5mmol/L and added to the reaction solution to continue stirring; React at -5 ℃ for 45min, filter out the solid precipitate, the filtrate was extracted with 2L ether, dried by anhydrous sodium sulfate, and the ether was removed under reduced pressure to obtain a white solid. B. The white solid obtained in step A was reacted with 23kg of trimethyl benzenesulfonyl chloride and 10kg of triethylamine in 28L dimethylformamide for 50min at -3°C, and the white precipitate was precipitated in the ice water mixture (m.p.58 °C). C. Dissolve the obtained white precipitate in 12L dioxane solvent at -2 ℃, add 7.5L of perchloric acid with 70% mass concentration under stirring condition, and pour white solid into ice water after 25min of reaction. D. Dissolve the white solid obtained in step C in 10L dichloromethane, add anhydrous sodium sulfate to dry, and decompress out dichloromethane to obtain a white needle, which is 2-[(aminooxy) sulfonyl]-1,3, 5-trimethylbenzene 8.8g (yield 20.1%). |
Last Update：2024-04-09 19:05:09
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